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Name	2,4-DINITRODIPHENYLAMINE	EINECS	213-508-4
CAS No.	961-68-2	Density	1.446g/cm³
PSA	103.67000	LogP	4.36600
Solubility	1.322mg/L(25 oC)	Melting Point	159-161 °C(lit.)
Formula	C₁₂H₉N₃O₄	Boiling Point	413.8 °C at 760 mmHg
Molecular Weight	259.221	Flash Point	204.1 °C
Transport Information	N/A	Appearance	solid
Safety	26-37/39	Risk Codes	36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	Diphenylamine,2,4-dinitro- (8CI);Acetoquinone Yellow 5JZ;C.I.10340;C.I. Disperse Yellow 14;N-(2,4-Dinitrophenyl)aniline;N-(2,4-Dinitrophenyl)benzenamine;N-Phenyl-2,4-dinitroaniline;NSC 6150;Serisol Yellow 2G;Supracet Yellow 3G;o,p-Dinitrodiphenylamine;	Article Data	109

2,4-DINITRODIPHENYLAMINE Synthetic route

: 584-48-5
2,4-dinitrobromobenzene

: 62-53-3
aniline

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With tetrabutylammomium bromide; palladium diacetate; caesium carbonate; ruphos In dimethyl sulfoxide at 100℃; for 17h; Inert atmosphere;	98%

: 70-34-8
2,4-Dinitrofluorobenzene

: 62-53-3
aniline

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran for 25h; Inert atmosphere;	97%
In dimethyl sulfoxide at 100℃; for 16h; Inert atmosphere;	85%
In methanol at 0 - 20℃; for 18h;	85.3%

: 107569-59-5
2,4-dinitrophenyl N-phenylbenzimidate

A: 961-68-2
N-phenyl-2,4-dinitroaniline

B: 65-85-0
benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In water for 4h; Ambient temperature;	A 96% B n/a

: 62-53-3
aniline

: 97-00-7
1-chloro-2,4-dinitro-benzene

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
In neat (no solvent) at 30℃; for 0.166667h; Reagent/catalyst; Green chemistry;	95%
In dimethyl sulfoxide at 20℃; for 24h;	93%
With sodium acetate In ethanol at 78℃; for 1h;	91%

: 70-34-8
2,4-Dinitrofluorobenzene

: 85599-59-3
Cyclohexyl N-phenylsulfamate

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With sodium carbonate; N-benzyl-N,N,N-triethylammonium chloride In benzene Ambient temperature;	89%

: 98-80-6
phenylboronic acid

: 97-02-9
2,4-Dinitroanilin

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With potassium acetate In N,N-dimethyl-formamide at 20℃; for 15h;	79%

: 99-65-0
meta-dinitrobenzene

: 62-53-3
aniline

A: 51-28-5
2,4-Dinitrophenol

B: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With potassium permanganate; tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 1h;	A 22% B 75%

: 591-50-4
iodobenzene

: 97-02-9
2,4-Dinitroanilin

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	72%

: 108-86-1
bromobenzene

: 97-02-9
2,4-Dinitroanilin

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With CuMoO4; caesium carbonate In dimethyl sulfoxide at 90℃; for 24h; Inert atmosphere;	64%

: 99-65-0
meta-dinitrobenzene

: 62-53-3
aniline

: 961-68-2
N-phenyl-2,4-dinitroaniline

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 20℃; for 3h; Substitution; UV-irradiation;	54%
Stage #1: aniline With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; Inert atmosphere; Stage #2: meta-dinitrobenzene In tetrahydrofuran; hexane at -78 - 20℃; Inert atmosphere;

2,4-DINITRODIPHENYLAMINE Chemical Properties

Molecular Formula: C₁₂H₉N₃O₄
Formula Weight: 259.22
IUPAC Name: 2,4-Dinitro-n-phenylaniline
Synonyms: Benzenamine,2,4-dinitro-N-phenyl- ; 2,4-Dinitro-diphenylamin ; O,p-dinitrodiphenylamine ; 2,4-Dinitro-phenyl)-phenyl-amine
Melting Point: 159-161^°C(lit.)
Flash Point: 204.1 ^°C
Boiling Point: 413.8 ^°C at 760 mmHg
Density of 2,4-Dinitrodiphenylamine (961-68-2): 1.446 g/cm³
Vapour Pressure: 4.66E-07 mmHg at 25^°C
Index of Refraction: 1.693
Appearance: 2,4-Dinitrodiphenylamine (961-68-2) is a solid
Stability: 2,4-Dinitrodiphenylamine (961-68-2) is stable. Incompatible with strong bases, strong acids, strong oxidizing agents.

2,4-DINITRODIPHENYLAMINE Uses

2,4-Dinitrodiphenylamine (961-68-2) is used as an intermediate in organic synthesis.

2,4-DINITRODIPHENYLAMINE Production

Add 2, 4-dinitrochlorobenzene and aniline into water by equimolar, stirred reacting for 2 hours at the temperature of 60 °C and then again stirred reacting for 2 hours at the temperature of 90^°C. After cooling, filtration, washing and drying, we can obtain 2,4-Dinitrodiphenylamine (961-68-2).

2,4-DINITRODIPHENYLAMINE Toxicity Data With Reference

ivn-mus LD50:180 mg/kg

CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#06394 .

2,4-DINITRODIPHENYLAMINE Consensus Reports

Reported in EPA TSCA Inventory.

2,4-DINITRODIPHENYLAMINE Safety Profile

Poison by intravenous route. When heated to decomposition it emits toxic vapors of NO_x.
Safety: Safety glasses.
Hazard Codes : Xi: Irritant
Risk Statements : 36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements : 26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
37/39: Wear suitable gloves and eye/face protection
WGK Germany : 3
RTECS : JJ8825000

2,4-DINITRODIPHENYLAMINE Specification

2,4-Dinitrodiphenylamine (961-68-2) is a light yellow needle crystal and it is mainly used as an intermediate in organic synthesis. It is soluble in acetone, chloroform, pyridine and hot ethanol, slightly soluble in water.

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